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Search results; 489 homes in Deal Island Historic District

Cottage in Deal Island
Deal Island Bay Cottage - Maryland
3 bedrooms, 6 beds, 2 shared bathrooms
20–25 Sept
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4.63 out of 5 average rating, 273 reviews
Guest favourite
Home in Deal Island
Rusty Anchor
3 bedrooms, 7 beds, 1 bathroom
18–23 Sept
4.94 out of 5 average rating, 51 reviews
Guest favourite
Cottage in Deal Island
Water View Cottage
2 bedrooms, 3 beds, 1 bathroom
15–20 Oct
4.92 out of 5 average rating, 173 reviews
Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
3 bedrooms, 7 beds, 2 bathrooms
17–22 Sept
4.85 out of 5 average rating, 46 reviews
Top guest favourite
Home in Deal Island
The Tangier Escape
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Home in Deal Island
Deal Island Lodge
4 bedrooms, 11 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 37 reviews
Guest favourite
Guest suite in Deal Island
Private guest suite near Deal Island Maryland
1 bedroom, 2 double beds, 1 bathroom
14–19 Sept
4.88 out of 5 average rating, 136 reviews
Guest favourite
Cottage in Deal Island
Private Beachfront Cottage with 2 Bedrooms + Loft
3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 100 reviews
Guest favourite
Home in TYLERTON
3 bedroom/2.5 bath Smith Island bungalow with dock
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Sept
4.95 out of 5 average rating, 153 reviews
Guest favourite
Home in Deal Island
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
4 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Rooms in Nanticoke
A Piece of Paradise
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 230 reviews
Cottage in Deal Island
Waterfront Maryland Retreat w/ Dock & Bay View!
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Smith Island
IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental
3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Oct
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Home in Fishing Creek
Chesapeake Bay Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Home in Smith Island
The Pirates House Lands End
1 bedroom, 2 queen beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Quantico
Waterfront Historic Gem w/ Kayaks & Fire Pit
4 bedrooms, 4 beds, 2.5 bathrooms
25–30 Sept
4.91 out of 5 average rating, 34 reviews
Guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
2 bedrooms, 2 beds, 2 bathrooms
5–10 Oct
4.9 out of 5 average rating, 73 reviews
Top guest favourite
Cottage in Deal Island
"Cozy" Waterfront Cottage with Private Pier
1 bedroom, 3 beds, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 26 reviews
Home in Westover
Goose Creek Cottage: Secluded Waterfront Retreat
2 bedrooms, 6 beds, 1 bathroom
15–20 Sept
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